Methods of preparing compositions for containers and other articles and methods of using same
View Patent ↗This invention provides a polymer, which is preferably a polyether polymer. The polymer may be uses in coating compositions. Containers and other articles comprising the polymer and methods of making such containers and other articles are also provided. The invention further provides compositions including the polymer (e.g., powder coatings), which have utility in a variety of coating end uses, including, for example, valve and pipe coatings.
1. A method of making a high molecular weight polyether polymer, comprising the step of reacting ingredients including:
(i) a nitrogen-containing catalyst having at least one bridgehead Nitrogen atom;
(ii) a diepoxide compound; and
(iii) a hindered polyhydric phenol compound having an atom or group with an atomic weight of at least 15 Daltons in an ortho position relative to an oxygen atom on a phenol ring;
wherein the polyether polymer: (a) includes at least 25% by weight of aryl or heteroaryl groups and (b) is substantially free of bound bisphenol A, bisphenol F, bisphenol S, polyhydric phenols having estrogenic activity greater than or equal to that of bisphenol S, and epoxides thereof.
2. The method of claim 1 , wherein the phenol compound has the below Formula (III):
wherein:
each R 1 is independently an atom or group having an atomic weight of at least 15 Daltons and at least one R 1 or R 2 group is in an ortho position relative to the oxygen atom on the phenol ring;
v is independently 0 to 4; w is 4;
R 2 , if present, is a divalent group;
n is 0 or 1; with the proviso that if n is 0, the phenylene groups depicted in Formula (III) can optionally join to form a fused ring system in which case w is 3 and each v is independently 0 to 3;
t is 0 or 1; and
two or more R 1 and/or R 2 groups can join to form one or more cyclic groups.
3. The method of claim 2 , wherein the catalyst has a pka of at least 9.
4. The method of claim 2 , wherein the catalyst comprises a polycyclic amidine base catalysts or an azabicycloalkane or mixtures thereof.
5. The method of claim 4 , wherein the catalyst is selected from the group consisting of 1,5,7-Triazabicyclo(4.4.0)dec-5-ene; 7-Methyl-1,5,7-triazabicyclo(4.4.0)dec-5-ene; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,5-diazabicyclo[4.3.0]non-5-ene; 1-Azabicyclo[2.2.2]octane; and similar compounds.
6. The method of claim 2 , wherein the catalyst is present in an amount of from 0.01 to 1% by weight, based on the total polymer weight.
7. The method of claim 2 , wherein the reaction is carried out at a temperature between 120 and 200° C. for less than 24 hours.
8. The method of claim 2 , wherein the polyether polymer includes at least 45% by weight of phenylene groups and has a glass transition temperature of at least 60° C.
9. The method of claim 2 , wherein the phenol compound comprises a phenol of Formula (III), and wherein t and n are each 1 and R 2 is an organic group having 8 or more carbon atoms.
10. The method of claim 2 , wherein the phenol compound comprises a phenol of Formula (III), and wherein t and n are each 1 and each depicted hydroxyl group in Formula (III) is located at a para position relative to R 2 .
11. The method of claim 2 , wherein the phenol compound comprises a phenol of Formula (III), and wherein the phenol of Formula (III) has an atomic weight of less than 600 Daltons and constitutes at least 30% by weight of the polyether polymer.
12. The method of claim 2 , wherein the diepoxide compound is non-genotoxic and is derived from a dihydric phenol that that exhibits a log Relative Proliferative Effect value in the MCF-7 cell proliferation assay of less than −3.
13. The method of claim 2 wherein each phenylene group depicted in Formula (III) includes R 1 groups attached to the phenol ring at both ortho positions relative to the depicted oxygen atom on the phenol ring.
14. The method of claim 1 wherein the hindered polyhydric phenol compound comprises 4,4′-methylenebis(2,6-dimethylphenol).